2-Chloro-4-nitropyridine

Base Information

• Chemical Name: 2-Chloro-4-nitropyridine
• CAS No.: 23056-36-2
• Molecular Formula: C5H3ClN2O2
• Molecular Weight: 158.544
• Hs Code.: 29333990
• European Community (EC) Number: 627-980-8
• DSSTox Substance ID: DTXSID50352743
• Nikkaji Number: J1.710.515I
• Wikidata: Q72456048
• Mol file: 23056-36-2.mol

Synonyms:2-chloro-4-nitropyridine

Chemical Property of 2-Chloro-4-nitropyridine

Chemical Property:

• Appearance/Colour: Light yellow powder
• Melting Point: 52-56 °C
• Boiling Point: 258.4 °C at 760 mmHg
• PKA: -1.93±0.10(Predicted)
• Flash Point: 110.1 °C
• PSA: 58.71000
• Density: 1.489 g/cm³
• LogP: 2.16640
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 157.9883050
• Heavy Atom Count: 10
• Complexity: 136

Purity/Quality:

99% ^*data from raw suppliers

2-Chloro-4-nitropyridine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn, Xi
• Hazard Codes: Xn,Xi
• Statements: 20/21/22-36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CN=C(C=C1[N+](=O)[O-])Cl
• Uses: 2-Chloro-4-nitropyridine is used in the preparation of (thio)barbituric acid derivatives in the treatment of obesity related non-alcoholic fatty liver disease. As well it is used in the production of selective and potent MET Kinase inhibitors. 2-Chloro-4-nitropyridine may be used to synthesize 2-chloro-4-ethoxypyridine and 4-thiophenoxypyridines.

Technology Process of 2-Chloro-4-nitropyridine

There total 5 articles about 2-Chloro-4-nitropyridine which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 88.0%

2-chloro-4-nitropyridine-N-oxide (14432-16-7) → 2-chloro-4-nitropyridine (23056-36-2)

Guidance literature:

With phosphorus trichloride; In dichloromethaneu; for 4h; Reflux;

DOI:10.1021/jo901522r

Reference yield: 60.0%

4-nitraminopyridine N-oxide (1124-33-0) → 2-chloro-4-nitropyridine (23056-36-2)

Guidance literature:

DOI:10.1016/0040-4039(95)01582-3

Reference yield:

2-chloropyridine (109-09-1) → 2-chloro-4-nitropyridine (23056-36-2)

Guidance literature:

Multi-step reaction with 3 steps

1: peroxyacetic acid; acetic acid

2: concentrated sulfuric acid; nitric acid

3: phosphorus (III)-chloride; ethyl acetate

With peracetic acid; sulfuric acid; nitric acid; acetic acid; ethyl acetate; phosphorus trichloride;

DOI:10.1021/ja01520a021

upstream raw materials:

2-chloro-4-nitropyridine-N-oxide

4-nitraminopyridine N-oxide

2-chloropyridine

2-chloropyridine-N-oxide

Downstream raw materials:

2-chloro-4-methoxy-pyridine

2-chloropyridin-4-ol

2-chloro-4-fluoropyridine

4-(2-chloropyridin-4-yloxy)-3-fluoro-phenylamine